19 total properties
Did you mean the neighborhood Winter Park?
View 2905 ANTIQUE OAKS CIRCLE 6 Winter Park, FL MLS# O6354114
$155,000
1

Beds

1.0

Baths

749

Sq.Ft.

2905 ANTIQUE OAKS CIRCLE 6

Winter Park, FL

Courtesy of CLARA HERRERA REALTY
View 3019 ANTIQUE OAKS CIRCLE 124 Winter Park, FL MLS# O6337083
$154,000
1

Beds

1.0

Baths

749

Sq.Ft.

3019 ANTIQUE OAKS CIRCLE 124

Winter Park, FL

Courtesy of COLDWELL BANKER REALTY
View 2948 ANTIQUE OAKS CIRCLE 94 Winter Park, FL MLS# O6342254
$150,000
1

Beds

1.0

Baths

749

Sq.Ft.

2948 ANTIQUE OAKS CIRCLE 94

Winter Park, FL

Courtesy of THE PAMPAS REAL ESTATE GROUP, LLC.
The time to sell is now! THE TIME TO SELL IS NOW!
View 126 SCOTTSDALE SQUARE 126 Winter Park, FL MLS# S5140472
$150,000
2

Beds

1.1

Baths

1,085

Sq.Ft.

126 SCOTTSDALE SQUARE 126

Winter Park, FL

Courtesy of LPT REALTY, LLC
View 2500 LEE ROAD 243 Winter Park, FL MLS# O6315656
    1 of 28
    OPEN HOUSE: Sunday 3/8 11:00 AM - 1:00 PM
    $145,000
    1

    Beds

    1.0

    Baths

    645

    Sq.Ft.

    2500 LEE ROAD 243

    Winter Park, FL

    Courtesy of KELLER WILLIAMS WINTER PARK
    View 3021 AARON BURR AVENUE 3 Winter Park, FL MLS# S5138926
    $145,000
    2

    Beds

    2.1

    Baths

    1,090

    Sq.Ft.

    3021 AARON BURR AVENUE 3

    Winter Park, FL

    Courtesy of LA ROSA REALTY ORLANDO LLC
    View 3053 GEORGE MASON AVENUE 8 Winter Park, FL MLS# O6256375
    $129,900
    2

    Beds

    2.0

    Baths

    1,030

    Sq.Ft.

    3053 GEORGE MASON AVENUE 8

    Winter Park, FL

    Courtesy of GRAVES REALTY
    View 1000 S SEMORAN BOULEVARD 512 Winter Park, FL MLS# O6379459
    $128,500
    2

    Beds

    2.0

    Baths

    1,072

    Sq.Ft.

    1000 S SEMORAN BOULEVARD 512

    Winter Park, FL

    Courtesy of REALSOURCE PROPERTY MANGNT LLC
    View 1695 LEE ROAD E204 Winter Park, FL MLS# O6366205
    $127,400
    2

    Beds

    1.0

    Baths

    881

    Sq.Ft.

    1695 LEE ROAD E204

    Winter Park, FL

    Courtesy of LOKATION
    View 3057 AARON BURR AVENUE 2 Winter Park, FL MLS# O6314262
    $127,000
    2

    Beds

    2.0

    Baths

    1,066

    Sq.Ft.

    3057 AARON BURR AVENUE 2

    Winter Park, FL

    Courtesy of JASON MITCHELL REAL ESTATE FLO
    View 1000 S SEMORAN BOULEVARD 715 Winter Park, FL MLS# S5144243
    • Recently Listed with Virtual Tour
    1 of 14
    $125,000
    1

    Beds

    1.0

    Baths

    735

    Sq.Ft.

    1000 S SEMORAN BOULEVARD 715

    Winter Park, FL

    Courtesy of LPT REALTY, LLC
    View 1695 LEE ROAD E211 Winter Park, FL MLS# L4957574
    $124,990
    2

    Beds

    1.0

    Baths

    881

    Sq.Ft.

    1695 LEE ROAD E211

    Winter Park, FL

    Courtesy of KELLER WILLIAMS REALTY SMART 1
    View 1695 LEE ROAD C214 Winter Park, FL MLS# S5136332
    $115,000
    2

    Beds

    1.0

    Baths

    881

    Sq.Ft.

    1695 LEE ROAD C214

    Winter Park, FL

    Courtesy of PROFESSIONAL REAL ESTATE TEAM
    View 311 SCOTTSDALE SQUARE 311 Winter Park, FL MLS# O6355536
    $109,900
    1

    Beds

    1.0

    Baths

    785

    Sq.Ft.

    311 SCOTTSDALE SQUARE 311

    Winter Park, FL

    Courtesy of EMPIRE NETWORK REALTY
    View 3060 GEORGE MASON AVENUE 10C Winter Park, FL MLS# O6371260
    $99,900
    1

    Beds

    1.0

    Baths

    803

    Sq.Ft.

    3060 GEORGE MASON AVENUE 10C

    Winter Park, FL

    Courtesy of JOHN SILVA REALTY & ASSOCIATES
    View 3071 GEORGE MASON AVENUE 5 Winter Park, FL MLS# O6289736
    $89,900
    Studio

    Beds

    1.0

    Baths

    549

    Sq.Ft.

    3071 GEORGE MASON AVENUE 5

    Winter Park, FL

    Courtesy of CASTLE & COTTAGE REALTY LLC
    View 7309 Daniel Webster Dr 0-2B Winter Park, FL MLS# A11902093
    $89,000
    1

    Beds

    1.0

    Baths

    7309 Daniel Webster Dr 0-2B

    Winter Park, FL

    Courtesy of RE/MAX - CITY CENTRE REALTY
    View 282 SCOTTSDALE SQUARE 282 Winter Park, FL MLS# V4947284
    $79,000
    1

    Beds

    1.0

    Baths

    756

    Sq.Ft.

    282 SCOTTSDALE SQUARE 282

    Winter Park, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO
    View 187 SCOTTSDALE SQUARE 187 Winter Park, FL MLS# S5144384
    $78,000
    1

    Beds

    1.0

    Baths

    785

    Sq.Ft.

    187 SCOTTSDALE SQUARE 187

    Winter Park, FL

    Courtesy of CHARLES RUTENBERG REALTY ORLANDO

    About Winter Park

    Long considered one of the most desirable addresses in Central Florida, Winter Park has been experiencing a wave of new construction along with revitalization of historic areas.  In some instances, developers are choosing to raze older buildings and replace them with luxurious new homes, some that surpass the $1 million price range.  Handsome new residential villages can include exceptional amenities like lakefront parks, pools, and nature preserves.  Winter Park offers a number of amenities that are unusual for a smaller town, including the Rollins College.  This highly respected, private, liberal arts college with its lush campus enriches the entire community educationally, culturally, and economically.  However, the college is not the town's only point of pride.  One of the world's most comprehensive collections of the works of Louis Comfort Tiffany is permanently housed in the Charles Hosmer Morse Museum of American Art.  Aficionados of shopping are drawn to Park Avenue, a quaint district where an oak-shaded park and bandstand are surrounded by art galleries, museums, clothing stores, retail outlets, and wonderful boutiques.  

    Listings in Winter Park, FL

    306

    Estimated median home price

    $725,000
    Winter Park FL Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Winter Park, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Park, FL.

    Homes for Sale by Price in Winter Park, FL

    PriceCount
    $0 - 100K5
    $100K - 200K38
    $200K - 300K30
    $300K - 400K19
    $400K - 500K23
    $500K - 600K16
    $600K - 700K17
    $700K - 800K21
    $800K - 900K6
    $900K - 1M8
    $1M - Max123

    Homes for Sale by Type in Winter Park, FL

    Property TypeCount
    Single Family174
    Townhouse14
    Condo83
    Commercial4
    Rental77
    Lots and Land22
    Condo/Town/CoOp0
    CoOp0
    Multi Family5
    Mobile Home0
    Farms0

    (Data as of 3/5/2026)

    Information deemed reliable but not guaranteed.

    The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

    The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

    Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

    Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

    Data is updated as of 3/6/2026.